Synthesis of Neplanocin A and Its 3′-Epimer via an Intramolecular Baylis–Hillman Reaction
dataset
posted on 2014-09-05, 00:00 authored by Yun Xuan Tan, Sridhar Santhanakrishnan, Hai Yan Yang, Christina L. L. Chai, Eric Kwok Wai TamThe key cyclopentenyl intermediate 11b was synthesized
in 4 steps from d-ribose in 41% overall yield via an efficient
intramolecular Baylis–Hillman reaction. This novel key intermediate
can be modified easily and transformed to neplanocin A (1a) and its 3′-epimer (1b).
