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Stereoselective Total Synthesis of Botryolide E
Author(s) -
Veeranjaneyulu Boyapati,
Srilatha Malampati,
Reddy Gandolla Chinna,
Das Biswanath
Publication year - 2012
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.201100512
Subject(s) - chemistry , stereoselectivity , dihydroxylation , acetaldehyde , lactone , metathesis , derivative (finance) , total synthesis , stereochemistry , ring closing metathesis , ring (chemistry) , enantioselective synthesis , organic chemistry , ethanol , catalysis , polymerization , polymer , financial economics , economics
The stereoselective total synthesis of the naturally occurring γ ‐lactone derivative botryolide E ( 1 ) was accomplished with acetaldehyde as the starting material ( Scheme 2 ). The asymmetric allyl boration, asymmetric dihydroxylation, chelation‐mediated diastereoselective vinylation, and ring‐closing metathesis reaction are the key steps. The method can conveniently be utilized for the preparation of other related γ ‐lactone derivatives.
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