Biocatalytic Synthesis of Allylic and Allenyl Sulfides through a Myoglobin‐Catalyzed Doyle–Kirmse Reaction

• Published in: Angewandte Chemie
• Main Authors: Tyagi, Vikas, Sreenilayam, Gopeekrishnan, Bajaj, Priyanka, Tinoco, Antonio, Fasan, Rudi
• Format: Article in Journal/Newspaper
• Language: English
• Published: Wiley 2016
• Subjects: Doyle; Sperm whale
• Online Access: http://dx.doi.org/10.1002/ange.201607278; https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fange.201607278; https://onlinelibrary.wiley.com/doi/pdf/10.1002/ange.201607278

Abstract The first example of a biocatalytic [2,3]‐sigmatropic rearrangement reaction involving allylic sulfides and diazo reagents (Doyle–Kirmse reaction) is reported. Engineered variants of sperm whale myoglobin catalyze this synthetically valuable C−C bond‐forming transformation with high efficie...