Synthesis of (+)-bullatacin via the highly diastereoselective [3+2] annulation reaction of a racemic aldehyde and a nonracemic allylsilane.

ABSTRACT: [reaction: see text] A total synthesis of (+)-bullatacin has been accomplished via a diastereoselective [3+2] annulation reaction of the highly enantiomerically enriched allylsilane 3 and racemic aldehyde 4, which provides the key bis-tetrahydrofuran fragment 15 with > or = 20:1 ds.

SUBMITTER: Tinsley JM 

PROVIDER: S-EPMC2507730 | biostudies-literature | 2005 Sep

REPOSITORIES: biostudies-literature