Stereocontrolled total synthesis of the penicillanate ester (2S,5R)-benzyl 3,3-dimethyl-7-oxo-4-thia-1-azabicyclo [3.2.0] heptane-2-carboxylate

TY - JOUR

T1 - Stereocontrolled total synthesis of the penicillanate ester (2S,5R)-benzyl 3,3-dimethyl-7-oxo-4-thia-1-azabicyclo [3.2.0] heptane-2-carboxylate

AU - Barrett, Anthony G.M.

AU - Cheng, Minn-Chang

AU - Sakdarat, Santi

AU - Spilling, Christopher D.

AU - Taylor, Sven J.

N1 - (3R)-4-Acetoxy-3-trimethylsilyl-2-azetidinone, was converted into optically pure benzyl penicillanate in seven steps (22%) using (benzyloxy)nitromethane as a reagent for ring annulation. Benzyl penicillanate was prepared in seven steps from (3R)-4-acetoxy-3-trimethylsilyl-2-azetidinone using (benzyloxy)nitromethane for bicyclic ring annulation. Recommended articles Citing articles (0)

PY - 1989/1/1

Y1 - 1989/1/1

UR - https://www.sciencedirect.com/science/article/pii/S0040403901803956

U2 - 10.1016/S0040-4039(01)80395-6

DO - 10.1016/S0040-4039(01)80395-6

M3 - Article

VL - 30

JO - Tetrahedron Letters

JF - Tetrahedron Letters

ER -