Details
| Original language | English |
|---|---|
| Pages (from-to) | 2039-2057 |
| Number of pages | 19 |
| Journal | SYNTHESIS-STUTTGART |
| Volume | 51 |
| Issue number | 10 |
| Early online date | 16 Apr 2019 |
| Publication status | Published - May 2019 |
| Externally published | Yes |
Abstract
Steroids have long been sought after as synthetic targets. Their rearranged counterparts, though, have only recently received more attention, when isolation and biological testing programs revealed several molecular entities that were both structurally intriguing as well as biologically relevant. This review will highlight contemporary synthetic approaches towards the growing class of seco- and abeo -steroids and some related triterpenoid natural products. 1 Introduction 2 Cyclocitrinol 2.1 Li's Synthesis of Cyclocitrinol 2.2 Gui's Synthesis of Cyclocitrinol 3 Strophasterol 3.1 Heretsch's Synthesis of Strophasterol A 3.2 Kuwahara's Synthesis of Strophasterols A and B 4 Pleurocin A/Matsutakone and Pleurocin B 4.1 Heretsch's Synthesis of Pleurocin A/Matsutakone and Pleurocin B 5 Aplysiasecosterol A 5.1 Li's Synthesis of Aplysiasecosterol A 6 Glaucogenins C and D 6.1 Tian's Syntheses of 5,6-Dihydro-glaucogenin C and Glaucogenin D 7 Physalin B 7.1 Sodeoka's Synthesis of the DFGH Ring System of Physalin B 8 Limonin 8.1 Hirama's Synthesis of (±)-Limonin 9 Schiglautone A 9.1 Ding's Synthesis of (±)- atrop -Schiglautone A 10 Conclusion.
Keywords
- abeo, -steroids, biomimetic synthesis, secosteroids, semisynthesis, total synthesis, triterpenes, abeo -steroids
ASJC Scopus subject areas
- Chemical Engineering(all)
- Catalysis
- Chemistry(all)
- Organic Chemistry
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In: SYNTHESIS-STUTTGART, Vol. 51, No. 10, 05.2019, p. 2039-2057.
Research output: Contribution to journal › Article › Research
}
TY - JOUR
T1 - Contemporary Synthetic Strategies towards Secosteroids, abeo -Steroids, and Related Triterpenes
AU - Noack, Florian
AU - Heinze, Robert C.
AU - Heretsch, Philipp
N1 - Funding Information: Funding by Deutsche Forschungsgemeinschaft (DFG) is gratefully acknowledged (grants HE 7133/5-1 and HE 7133/7-1).DeutscheForschungsgemeinschaft(HE7133/5-1)DeutscheForschungsgemeinschaft(HE7133/7-1)
PY - 2019/5
Y1 - 2019/5
N2 - Steroids have long been sought after as synthetic targets. Their rearranged counterparts, though, have only recently received more attention, when isolation and biological testing programs revealed several molecular entities that were both structurally intriguing as well as biologically relevant. This review will highlight contemporary synthetic approaches towards the growing class of seco- and abeo -steroids and some related triterpenoid natural products. 1 Introduction 2 Cyclocitrinol 2.1 Li's Synthesis of Cyclocitrinol 2.2 Gui's Synthesis of Cyclocitrinol 3 Strophasterol 3.1 Heretsch's Synthesis of Strophasterol A 3.2 Kuwahara's Synthesis of Strophasterols A and B 4 Pleurocin A/Matsutakone and Pleurocin B 4.1 Heretsch's Synthesis of Pleurocin A/Matsutakone and Pleurocin B 5 Aplysiasecosterol A 5.1 Li's Synthesis of Aplysiasecosterol A 6 Glaucogenins C and D 6.1 Tian's Syntheses of 5,6-Dihydro-glaucogenin C and Glaucogenin D 7 Physalin B 7.1 Sodeoka's Synthesis of the DFGH Ring System of Physalin B 8 Limonin 8.1 Hirama's Synthesis of (±)-Limonin 9 Schiglautone A 9.1 Ding's Synthesis of (±)- atrop -Schiglautone A 10 Conclusion.
AB - Steroids have long been sought after as synthetic targets. Their rearranged counterparts, though, have only recently received more attention, when isolation and biological testing programs revealed several molecular entities that were both structurally intriguing as well as biologically relevant. This review will highlight contemporary synthetic approaches towards the growing class of seco- and abeo -steroids and some related triterpenoid natural products. 1 Introduction 2 Cyclocitrinol 2.1 Li's Synthesis of Cyclocitrinol 2.2 Gui's Synthesis of Cyclocitrinol 3 Strophasterol 3.1 Heretsch's Synthesis of Strophasterol A 3.2 Kuwahara's Synthesis of Strophasterols A and B 4 Pleurocin A/Matsutakone and Pleurocin B 4.1 Heretsch's Synthesis of Pleurocin A/Matsutakone and Pleurocin B 5 Aplysiasecosterol A 5.1 Li's Synthesis of Aplysiasecosterol A 6 Glaucogenins C and D 6.1 Tian's Syntheses of 5,6-Dihydro-glaucogenin C and Glaucogenin D 7 Physalin B 7.1 Sodeoka's Synthesis of the DFGH Ring System of Physalin B 8 Limonin 8.1 Hirama's Synthesis of (±)-Limonin 9 Schiglautone A 9.1 Ding's Synthesis of (±)- atrop -Schiglautone A 10 Conclusion.
KW - abeo
KW - -steroids
KW - biomimetic synthesis
KW - secosteroids
KW - semisynthesis
KW - total synthesis
KW - triterpenes
KW - abeo -steroids
UR - http://www.scopus.com/inward/record.url?scp=85065196401&partnerID=8YFLogxK
U2 - 10.1055/s-0037-1611576
DO - 10.1055/s-0037-1611576
M3 - Article
VL - 51
SP - 2039
EP - 2057
JO - SYNTHESIS-STUTTGART
JF - SYNTHESIS-STUTTGART
SN - 0039-7881
IS - 10
ER -