Synthesis of (–)-Muricatacin and (–)-(R,R)-L-Factor Involving an Organocatalytic Direct Vinylogous Aldol ReactionFinancial support from the Natural Sciences and Engineering Research Council of Canada and the Canada Foundation for Innovation is gratefully acknowledged. Christopher Cooze is the recipient of a NSERC Undergraduate Student Research Award.
Received: 13 June 2017
Accepted after revision: 07 July 2017
14 August 2017 (eFirst)
Dedicated to Professor Victor Snieckus on the occasion of his 80th birthday
Concise syntheses of the polyketide natural product (–)-muricatacin and (–)-(R,R)-L-factor (natural product enantiomer) were achieved in four steps by employing an organocatalytic asymmetric direct vinylogous aldol reaction of γ-crotonolactone and suitable aliphatic aldehydes as the key step.