{"product_id":"development-of-novel-routes-and-nicolai-rosenbaum-9783832555160","title":"Development of Novel Routes and Methods for the Semisynthesis of the Marine Steroid Demethylgorgosterol and Unnatural Analogs","description":"Gorgosterol and its derivative demethylgorgosterol are two long known marine steroids with unusual properties and a unique structure, containing a cyclopropane moiety in the side chain. Gorgosterol and its derivatives show diverse structural motives and biological activities. Moreover, corals and coral reefs have a tremendous ecological and economic impact but are endangered by climate change. A better understanding of corals can therefore aid their protection and conservation. A concise and high yielding formal semisynthesis for the marine steroid demethylgorgosterol was developed. Centerpiece was a stereoselective intermolecular cyclopropanation. A variety of demethylgorgosterol analogs were synthesized for biological applications. These include hydrocarbon analogs, diversely functionalized analogs, and fluorophore-steroid conjugates to track and visualize steroids in vivo. Finally, a new method for the synthesis of 3-cyclopropylacrylates was developed. Here, a vinylogous diazoester was utilized to cyclopropanate alkenes. The observed cis-selectivity was explained with p-p-interactions in the transition state.\u003cbr\u003e\u003cbr\u003e\u003cb\u003eAuthor:\u003c\/b\u003e Nicolai Rosenbaum\u003cbr\u003e\u003cb\u003eISBN-10:\u003c\/b\u003e 3832555161\u003cbr\u003e\u003cb\u003eISBN-13:\u003c\/b\u003e 9783832555160\u003cbr\u003e\u003cb\u003ePublisher:\u003c\/b\u003e Logos Verlag Berlin\u003cbr\u003e\u003cb\u003eLanguage:\u003c\/b\u003e English\u003cbr\u003e\u003cb\u003ePublished:\u003c\/b\u003e 07\/29\/2022\u003cbr\u003e\u003cb\u003ePages:\u003c\/b\u003e 299\u003cbr\u003e\u003cb\u003eFormat:\u003c\/b\u003e Paperback\u003cbr\u003e\u003cb\u003eWeight:\u003c\/b\u003e 14.28lbs","brand":"Nicolai Rosenbaum","offers":[{"title":"Paperback","offer_id":48450143715583,"sku":"9783832555160","price":76.0,"currency_code":"USD","in_stock":false}],"thumbnail_url":"\/\/cdn.shopify.com\/s\/files\/1\/0662\/2982\/9887\/files\/img_132ca1a5-3f2d-436a-b295-1b6da81ff693.jpg?v=1777266399","url":"https:\/\/www.whiterainbookhouse.com\/products\/development-of-novel-routes-and-nicolai-rosenbaum-9783832555160","provider":"WR Book House","version":"1.0","type":"link"}