Macrolactonizations in the Total Synthesis of Natural Products

Chiral Allylic and Allenic Stannanes as Reagents for Asymmetric Synthesis

The field of carbohydrate chemistry has occupied the minds and hearts of many scientists for over a hundred years and, as we enter the twenty-first century, it continues to be both vigorous and challenging. Among the most exciting aspects of organic chemistry in the last few decades has been the interplay between the specialized subdisciplines of carbohydrate chemistry and total synthesis, each enabling and advancing the other in new directions and towards greater heights. In this review article we highlight our own adventures at the interface of these disciplines, which were driven for the most part by objectives in chemical synthesis and chemical biology. Specifically, we describe our interests and efforts to utilize carbohydrates as starting materials for total synthesis, to invent and develop new synthetic technologies for carbohydrate synthesis, to construct complex oligosaccharides in solution or on solid support, and to utilize carbohydrate templates as scaffolds for peptide mimetics and for molecular diversity construction. Finally, applications of the developed synthetic strategies and enabling technologies towards the solution of biologically significant problems are discussed.

Adventures in Carbohydrate Chemistry: New Synthetic Technologies, Chemical Synthesis, Molecular Design, and Chemical Biology

Advances in dearomatization strategies of indoles

Evidence for a reversible d, π-complexation, β-cupration sequence in the conjugate addition reaction of Gilman reagents with α,β-enones.

N-Phenylselenophthalimide (N-PSP) and N-phenylselenosuccinimide (N-PSS). Two versatile carriers of the phenylseleno group. Oxyselenation of olefins and a selenium-based macrolide synthesis

Synthesis of 16-membered-ring macrolide antibiotics. 4. Carbomycin B and leucomycin A3: total synthesis of cyclic key intermediate

Carbohydrates in organic synthesis. Synthesis of 16-membered-ring macrolide antibiotics. 5. Total synthesis of O-mycinosyltylonolide: synthesis of key intermediates

Carbohydrates in organic synthesis. synthesis of 16-membered-ring macrolide antibiotics. 6. total synthesis of o-mycinosyltylonolide: coupling of key intermediates and macrocyclization

Synthesis of 16-membered-ring macrolide antibiotics. 3. Carbomycin B and leucomycin A3: retrosynthetic studies

S. P. Seitz

Papers

N-Phenylselenophthalimide (N-PSP) and N-phenylselenosuccinimide (N-PSS). Two versatile carriers of the phenylseleno group. Oxyselenation of olefins and a selenium-based macrolide synthesis

Synthesis of 16-membered-ring macrolide antibiotics. 4. Carbomycin B and leucomycin A3: total synthesis of cyclic key intermediate

Carbohydrates in organic synthesis. Synthesis of 16-membered-ring macrolide antibiotics. 5. Total synthesis of O-mycinosyltylonolide: synthesis of key intermediates

Carbohydrates in organic synthesis. synthesis of 16-membered-ring macrolide antibiotics. 6. total synthesis of o-mycinosyltylonolide: coupling of key intermediates and macrocyclization

Synthesis of 16-membered-ring macrolide antibiotics. 3. Carbomycin B and leucomycin A3: retrosynthetic studies