Asymmetric Synthesis

Year 3, Summer Term

Dr. Paul A. Clarke, Room C170

Course Handouts: Please download a copy before the first lecture.

Tutorial sheet

Further Reading on Selected Case Studies

Evans’ Alkylation

The original paper

Synthesis of the Prelog-Djerassi lactonic acid

Further reading: Evans aldol reaction

D. A. Evans’ Group Webpages

Asymmetric Hydroboration

The original paper

Asymmetric Allylation

Allyl boranes

H. C. Brown’s Nobel Prize Lecture

The CBS Reagent

The original paper

Use in the synthesis of the prostaglandins

Corey synthesis of the prostaglandins

E. J. Corey’s Nobel Prize Lecture

BINAP Reductions

The original paper

R. Noyori’s Nobel Prize Lecture

Further reading: Another revolutionary chiral diphosphine

Sharpless Asymmetric Epoxidation

The original paper

Synthesis of the hexoses

Further reading: Review of asymmetric epoxidation

Sharpless Asymmetric Dihydroxylation

The original paper

Gram-scale synthesis of the Taxol side chain

Further reading: Review of asymmetric dihydroxylation

K. B. Sharpless’ Nobel Prize Lecture

Organocatalytic aldol reactions

Review paper on organocatalysis

Organocatalytic Diels-Alder reaction

Organocatalytic synthesis of carbohydrates