Synlett
DOI: 10.1055/s-0036-1590858
letter
© Georg Thieme Verlag Stuttgart · New York

Synthesis of (–)-Muricatacin and (–)-(R,R)-L-Factor Involving an Organocatalytic Direct Vinylogous Aldol Reaction

Christopher Cooze, Amarender Manchoju, Sunil V. Pansare*
  • Department of Chemistry, Memorial University, St. John’s, Newfoundland, A1B 3X7, Canada   Email: spansare@mun.ca
Financial 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.
Further Information

Publication History

Received: 13 June 2017

Accepted after revision: 07 July 2017

Publication Date:
14 August 2017 (eFirst)

Dedicated to Professor Victor Snieckus on the occasion of his 80th birthday

Abstract

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.

Supporting Information