Enantioselective Construction of Quaternary Stereogenic Centers from Tertiary Boronic Esters: Methodology and Applications

• Published in: Angewandte Chemie International Edition Vol. 50; no. 16; pp. 3760 - 3763
• Main Authors: Sonawane, Ravindra P., Jheengut, Vishal, Rabalakos, Constantinos, Larouche-Gauthier, Robin, Scott, Helen K., Aggarwal, Varinder K.
• Format: Journal Article
• Language: English
• Published: Weinheim WILEY-VCH Verlag 11.04.2011; WILEY‐VCH Verlag; Wiley; Wiley Subscription Services, Inc
• Edition: International ed. in English
• Subjects: borates; Chemistry; Chemistry, Multidisciplinary; chirality; natural products; olefination; Physical Sciences; Science & Technology; stereogenic centers; CARBON CENTERS; ASYMMETRIC-SYNTHESIS; chirality; borates; ANTAGONIST LY426965; SECONDARY ALCOHOLS; natural products; MARINE ALGA; ALGA SPOROCHNUS-BOLLEANUS; MIGRATORY APTITUDES; FISH DETERRENT; stereogenic centers; olefination; ALLYLIC SUBSTITUTIONS; ALKYL-GROUPS

Pin it down: A range of substrates that bear versatile functional groups with quaternary stereogenic centers have been prepared with very high enantioselectivity from tertiary boronic esters (see scheme; Cb=N,N‐diisopropylcarbamoyl, pin=pinacolato). The preparation of allylboronic esters bearing con...