SYNTHETIC STUDIES TOWARD MAYTANSINOIDS (2) A NEW STRATEGY BASED ON ASYMMETRIC INDUCTION BY HETEROCONJUGATE ADDITION OF METHYLLITHIUM ONTO PYRANOSYL HETERO-OLEFINS

Article abstract of DOI:10.1016/0040-4039(81)80065-2

The functionalized pyranosyl hetero-olefins 4a, 13 and 15 received a remarkable diastereoselective addition of methyllithium to form threo adducts, one of which was introduced into a possible synthetic intermediate as 3 for maytansine (1) along Scheme I.