Details
| Original language | English |
|---|---|
| Pages (from-to) | 2007-2010 |
| Number of pages | 4 |
| Journal | SYNLETT |
| Issue number | 12 |
| Publication status | Published - 2002 |
| Externally published | Yes |
Abstract
The successful construction of complex natural products depends to a large extent on how efficiently key intermediates can be generated. Here we report our efforts towards the first total synthesis of tedanolide (1), employing Evans' aldol methodology in combination with a vinylogous Mukaiyama aldol reaction (VMAR) and Sharpless' asymmetric dihydroxylation. This protocol allows for rapid access to its numerous chiral centers.
Keywords
- Aldol reactions, Dihydroxylations, Mukaiyama, Natural products, Stereoselective synthesis
ASJC Scopus subject areas
- Chemistry(all)
- Organic Chemistry
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In: SYNLETT, No. 12, 2002, p. 2007-2010.
Research output: Contribution to journal › Article › Research › peer review
}
TY - JOUR
T1 - Synthesis of the C1-C11 segment of tedanolide via vinylogous Mukaiyama aldol reaction
AU - Hassfeld, Jorma
AU - Kalesse, Markus
PY - 2002
Y1 - 2002
N2 - The successful construction of complex natural products depends to a large extent on how efficiently key intermediates can be generated. Here we report our efforts towards the first total synthesis of tedanolide (1), employing Evans' aldol methodology in combination with a vinylogous Mukaiyama aldol reaction (VMAR) and Sharpless' asymmetric dihydroxylation. This protocol allows for rapid access to its numerous chiral centers.
AB - The successful construction of complex natural products depends to a large extent on how efficiently key intermediates can be generated. Here we report our efforts towards the first total synthesis of tedanolide (1), employing Evans' aldol methodology in combination with a vinylogous Mukaiyama aldol reaction (VMAR) and Sharpless' asymmetric dihydroxylation. This protocol allows for rapid access to its numerous chiral centers.
KW - Aldol reactions
KW - Dihydroxylations
KW - Mukaiyama
KW - Natural products
KW - Stereoselective synthesis
UR - http://www.scopus.com/inward/record.url?scp=0036456416&partnerID=8YFLogxK
U2 - 10.1055/s-2002-35582
DO - 10.1055/s-2002-35582
M3 - Article
AN - SCOPUS:0036456416
SP - 2007
EP - 2010
JO - SYNLETT
JF - SYNLETT
SN - 0936-5214
IS - 12
ER -