Demonstration of a Common Concerted Mechanistic Pathway for the Acid-Catalyzed Cyclization of 5,6-Unsaturated Oxiranes in Chemical and Enzymatic Systems
- 31 March 1998
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of the American Chemical Society
- Vol. 120 (14) , 3526-3527
- https://doi.org/10.1021/ja980096l
Abstract
No abstract availableThis publication has 12 references indexed in Scilit:
- Computational Investigations of Carbenium Ion Reactions Relevant to Sterol BiosynthesisJournal of the American Chemical Society, 1997
- A Simple Enantioselective Synthesis of the Biologically Active Tetracyclic Marine Sesterterpene ScalarenedialJournal of the American Chemical Society, 1997
- Enantioselective Total Synthesis of the Potent Anti-HIV Agent Neotripterifordin. Reassignment of Stereochemistry at C(16)Journal of the American Chemical Society, 1997
- Studies on the Substrate Binding Segments and Catalytic Action of Lanosterol Synthase. Affinity Labeling with Carbocations Derived from Mechanism-Based Analogs of 2,3-Oxidosqualene and Site-Directed Mutagenesis ProbesJournal of the American Chemical Society, 1997
- Methodology for the Preparation of Pure Recombinant S. cerevisiae Lanosterol Synthase Using a Baculovirus Expression System. Evidence That Oxirane Cleavage and A-Ring Formation Are Concerted in the Biosynthesis of Lanosterol from 2,3-OxidosqualeneJournal of the American Chemical Society, 1997
- A New Strategy for Stereocontrol of Cation−Olefin Cyclization. The First Chemical Emulation of the A/B-trans-9,10-syn-Folding Pathway of Steroid Biosynthesis from 2,3-OxidosqualeneJournal of the American Chemical Society, 1996
- A Short Enantioselective Total Synthesis of Dammarenediol IIJournal of the American Chemical Society, 1996
- Scales of Nucleophilicity and Electrophilicity: A System for Ordering Polar Organic and Organometallic ReactionsAngewandte Chemie International Edition in English, 1994
- Enzymatic cyclization of squalene and oxidosqualene to sterols and triterpenesChemical Reviews, 1993
- Enantioselective total synthesis of oleanolic acid, erythrodiol, .beta.-amyrin, and other pentacyclic triterpenes from a common intermediateJournal of the American Chemical Society, 1993