6-C-alkylation restricts the conformation around the C5–C6

July 18, 2024

• Title:       

  6-C-alkylation restricts the conformation around the C5–C6

• Image Source:

  The grignard reaction of cyclodextrin-6-aldehydes revisited: A study of the stereoselectivity upon addition of organometallic reagents to aldehydes and ketones

• Mark:

  Figure 2

• Associated context:

  Modeling studies suggested that 6-C-alkylation restricts the conformation around the C5–C6 bond such that the 6S-isomer will adopt a gg conformation, which has the hydroxy group pointing outwards, while the 6R-isomer will adopt a gt conformation, which has the OH group pointing towards the inner face of the cyclodextrin (Figure 2).